Descendants of Valentine Hollingsworth, Sr. Society Reunion

June 8 through June 11, 2022

Winchester, Va.


After two years of cancelled reunions due to the pandemic, the Descendants of Valentine Hollingsworth Sr. Society will once again gather for a reunion. Our 2022 Reunion will be held from June 8 through June 11 in Winchester, VA, one of the most historically significant locations in early Hollingsworth family history. It is home to Abram’s Delight, the oldest standing home in the city of Winchester, on land originally purchased by Abraham Hollingsworth, son of Thomas of Valentine.

Headquarters for the reunion will be at the Hilton Garden Inn at Winchester. Reservations can be secured by calling 540-722-8881. Hotel details at . Request the DVHSS Family Reunion 2022 rate. Reservations must be made by 5/22/22. Any reservation after the cut-off date will be accepted on a space and rate availability basis. Reservations must be guaranteed by credit card. For reservations less than 10 days prior to arrival, a check for the initial night’s charge must be received.

Download Registration Form:2022_Win_Registration-3-11-22.pdf

Reunion activities are as follows:

Wednesday, June 8:

Wednesday is check-in day, plus an opportunity to share your Hollingsworth genealogy with our DVHSS Genealogist and other DVHSS members. Notebooks and name tags will be handed out at registration.

The reunion committee requests that participants bring their Hollingsworth ancestral line, if known. The committee has arranged a meet and greet room at the Hilton from 4:00 p.m. to 9:30 p.m. for our members to visit with other members and to discuss your ancestry. Poster boards will be provided to display your family’s Hollingsworth line and to facilitate discussion.

Jo Hollingsworth will be visiting Harper’s Ferry National Park on Wednesday afternoon and is willing to lead a group if anyone is interested. Meet in the hotel lobby at noon.


Thursday, June 9:

Hopewell Meeting House

Thursday is a Winchester day and will allow us to recuperate from traveling. The day will start with the DVHSS Annual Meeting in the Hilton’s meeting room. Following the meeting, after a half-hour break, box lunches will be served.

After lunch, a short presentation will be held in the meeting room before carpooling to the Hopewell Meeting House for a presentation by DVHSS member Jim Riley. The Hopewell Centre Meeting was established in 1734 and is the oldest surviving place of worship in the area. It has been in continuous use since it was built. A display of two Hollingsworth quilts (from Waterford Foundation and Loudoun Museum) and a discussion on the importance of quilts will be given by Mary Robare.

An optional dinner at the Piccadilly Public House will follow in the evening.

Friday, June 10:

Antietam National Battlefield

An early, one-hour drive through Virginia and West Virginia by motor coach will bring us to the Antietam National Battlefield in Maryland. After visiting the Visitor Center, we will reboard the bus for a three-hour Park Ranger guided tour of the battlefield.

A leisurely lunch will follow at the Shepherdstown Bavarian Inn. Added time is allowed to visit the shops in the area.  The bus will deliver us back to the Hilton by 4:00 p.m.  Dinner is on our own with many restaurants near our hotel.

Saturday, June 11:

Abram's Delight

Saturday is our Abram’s Delight day and DVHSS Annual Banquet. We start by carpooling to Abram’s Delight where we will be treated to mulled cider and sweets in the museum’s boxwood gardens. Abram’s Delight is a limestone house believed begun by Abraham Hollingsworth several years before his death in 1748. The house is privately open to family members, with the Winchester/Frederick County Historical Society acting as guides. Five generations of the “prominent Hollingsworth family” lived in the house, spanning 200 years of Virginia history.

The afternoon is open to visit various places in the Winchester area. Lunch is available at nearby restaurants and wineries in charming towns of Loudoun County or at your next chosen site. Notable nearby sites are the Hollingsworth- Parkins Cemetery, Harpers Ferry, Museum of the Shenandoah Valley, Glen Burnie Mansion, Belle Grove Plantation, a walking tour of downtown Winchester, Frederick County Courthouse, and the Handley Library for research.

Dinner at the historic and iconic George Washington Hotel, a Wyndham Grand Hotel, in downtown Winchester completes our visit in style. The hotel offers the pristine beauty of the Shenandoah Valley with elegant marble flooring and soaring ceiling heights of the 1920s. The dinner features an Italian Tuscany Hills buffet [$50 per person] with choice of salads, and chicken and swordfish entrees, and choice of Italian desserts. An after-dinner speaker will speak.

Important Notes:

It is important that the registration forms be sent in as soon as possible. Due to the large attendance at the 2019 Delaware reunion, several areas such as buses, rooms, and meals will need to be addressed as early as possible. The reunion committee will adapt as the forms are submitted.

Regarding the pandemic’s present status in Virginia, the state is not requiring masks. However, it would be smart to bring a mask in case of local regulations. The board also recommends that attendees have COVID booster shots but will allow the attendee the final decision. Keep in mind most of those who will attend are in the high-risk group. We will continually monitor the pandemic status in Virginia and notify you if things change.